Abietadien-18-al

ID: ALA563793

Cas Number: 6704-50-3

PubChem CID: 443479

Max Phase: Preclinical

Molecular Formula: C20H30O

Molecular Weight: 286.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Abietadien-18-al | Abietal|Abietinal|Abietaldehyde|abietadienal|abieta-7,13-dien-18-al|6704-50-3|abieta-7,13-diene-18-al|CHEBI:29509|(1R,4aR,4bR,10aR)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carbaldehyde|Abietadien-18-al|7,13-Abietadien-18-al|CHEMBL563793|SCHEMBL2727840|DTXSID10332107|HOFSYSONRIGEAC-LWYYNNOASA-N|Q27104073

Canonical SMILES:  CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C=O)[C@H]2CC1

Standard InChI:  InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h7,12-14,17-18H,5-6,8-11H2,1-4H3/t17-,18-,19-,20+/m0/s1

Standard InChI Key:  HOFSYSONRIGEAC-LWYYNNOASA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.9050   -9.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9050  -10.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161  -10.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161   -9.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3317   -9.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3328  -10.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0444  -10.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7595  -10.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0422   -9.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7610   -9.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4744   -9.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4752   -8.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7563   -7.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0367   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3236   -8.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3236  -11.0669    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0352   -9.8262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1861   -7.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8974   -8.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1857   -6.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8219  -11.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0282  -11.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2374  -12.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  2  3  1  0
  5 15  1  1
  5  9  1  0
  6 16  1  6
  6  7  1  0
  9 17  1  6
  7  8  1  0
 12 18  1  0
  8 10  2  0
 18 19  1  0
  9 10  1  0
 18 20  1  0
  3  6  1  0
  3 21  1  6
  5  4  1  0
  3 22  1  0
  5  6  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA563793

   Abietal

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 286.46

Molecular Weight (Monoisotopic): 286.2297

AlogP: 5.32

#Rotatable Bonds: 2

Polar Surface Area: 17.07

Molecular Species: ┄

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: 2.99

References

1. González MA, Correa-Royero J, Agudelo L, Mesa A, Betancur-Galvis L..  (2009)  Synthesis and biological evaluation of abietic acid derivatives.,  44  (6): [PMID:19217699] [10.1016/j.ejmech.2009.01.014]

Source

Source(1):

• Scientific Literature